GB1494781A - Unsymmetrically substituted 1,4-dioxane-2,5-diones - Google Patents

Unsymmetrically substituted 1,4-dioxane-2,5-diones

Info

Publication number
GB1494781A
GB1494781A GB1003/75A GB100375A GB1494781A GB 1494781 A GB1494781 A GB 1494781A GB 1003/75 A GB1003/75 A GB 1003/75A GB 100375 A GB100375 A GB 100375A GB 1494781 A GB1494781 A GB 1494781A
Authority
GB
United Kingdom
Prior art keywords
diones
dioxane
alpha
formula
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1003/75A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB1494781A publication Critical patent/GB1494781A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D319/00Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/101,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/121,4-Dioxanes; Hydrogenated 1,4-dioxanes not condensed with other rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L17/00Materials for surgical sutures or for ligaturing blood vessels ; Materials for prostheses or catheters
    • A61L17/06At least partially resorbable materials
    • A61L17/10At least partially resorbable materials containing macromolecular materials
    • A61L17/105Polyesters not covered by A61L17/12
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/06Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
    • C08G63/08Lactones or lactides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Vascular Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Materials Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Surgery (AREA)
  • Engineering & Computer Science (AREA)
  • Materials For Medical Uses (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Biological Depolymerization Polymers (AREA)
  • Medicinal Preparation (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
  • Dental Preparations (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The 1,4-dioxane-2,5-diones conform to the formula <IMAGE> in which R1, R2, R3 and R4 are as defined in Claim 1. They are prepared by a1) reacting an alpha -halo-, alpha -(lower alkanoyl)oxy- or alpha -(lower alkyl)sulphonyloxyacetic acid which is appropriately substituted by R1 and R2 with an alpha -hydroxyacetic acid which is appropriately substituted by R3 and R4 in the presence of a strongly acidic catalyst, or a2) reacting monochloroacetic acid with L-lactide or poly-(D,L-lactic acid) in the presence of antimony trioxide, titanium dioxide or tetraisopropyl titanate, b) rendering the resultant product alkaline, and c) cyclising the product. The homopolymers and copolymers of the 1,4-dioxane-2,5-diones of the formula I are compatible with living human and mammal tissue, can be used surgically and are biodegradable to give tissue-compatible components which are absorbed by living tissues. At least 2% by weight of the 1,4-dioxane-2,5-diones are copolymerised with compounds of the formula <IMAGE> in which R5, R6, R7 and R8 are as defined in Claim 6, by heating in the presence of a catalyst, giving polymers which contain at least 2% by weight of copolymerised compounds of the formula I. The polymers can be used for the production of shaped surgical aids which can be absorbed by living tissue.
GB1003/75A 1974-01-21 1975-01-09 Unsymmetrically substituted 1,4-dioxane-2,5-diones Expired GB1494781A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US43536574A 1974-01-21 1974-01-21

Publications (1)

Publication Number Publication Date
GB1494781A true GB1494781A (en) 1977-12-14

Family

ID=23728099

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1003/75A Expired GB1494781A (en) 1974-01-21 1975-01-09 Unsymmetrically substituted 1,4-dioxane-2,5-diones

Country Status (22)

Country Link
JP (1) JPS50101367A (en)
AR (1) AR205454A1 (en)
AT (1) AT339902B (en)
BE (1) BE824535A (en)
CA (1) CA1052046A (en)
CH (1) CH616417A5 (en)
CS (1) CS196258B2 (en)
DD (1) DD119259A5 (en)
DE (1) DE2501448A1 (en)
DK (1) DK15275A (en)
FR (1) FR2279745A1 (en)
GB (1) GB1494781A (en)
HU (1) HU173692B (en)
IE (1) IE40657B1 (en)
IN (1) IN141151B (en)
IT (1) IT1044114B (en)
NL (1) NL7500689A (en)
PH (1) PH12680A (en)
PL (1) PL101805B1 (en)
RO (1) RO70688A (en)
SE (1) SE7500594L (en)
ZA (1) ZA7538B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2873371A1 (en) * 2004-07-26 2006-01-27 Sod Conseils Rech Applic NEW METHOD OF SYNTHESIS OF 2,5 DIOXANE 1,4 DIONES

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56157422A (en) * 1980-05-07 1981-12-04 Mitsui Toatsu Chem Inc Acetylated polyglycolic acid and preparation thereof
DE3778111D1 (en) * 1986-10-24 1992-05-14 Boehringer Ingelheim Kg METHOD FOR PRODUCING AND CLEANING THERMOLABILE COMPOUNDS.
JPH02500593A (en) * 1987-06-16 1990-03-01 ベーリンガー インゲルハイム コマンディットゲゼルシャフト Meso-lactide and its manufacturing method
EP0339882A1 (en) * 1988-04-27 1989-11-02 MITSUI TOATSU CHEMICALS, Inc. Process for the production of lactide
DE4321355A1 (en) * 1993-06-26 1995-01-05 Basf Ag Polylactide with long chain branches
DE4440095A1 (en) * 1994-11-10 1996-05-15 Braun B Surgical Gmbh Surgical sutures, their use in surgery, and methods of making them
ATE212062T1 (en) 1996-02-08 2002-02-15 Oekologische Technologie Und S METHOD FOR PRODUCING ORGANIC AMINIUM LACTATES AND THE USE THEREOF FOR PRODUCING DILACTIDE
WO2007133783A1 (en) * 2006-05-15 2007-11-22 Tyco Healthcare Group Lp Halogenated cyclic lactones and polymers made therefrom
FI3392252T3 (en) 2011-08-23 2024-01-08 Libertas Bio Inc Pyrimido- pyridazinone compounds and use thereof
RS57845B1 (en) * 2012-02-09 2018-12-31 Novus Int Inc Heteroatom containing cyclic dimers

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2873371A1 (en) * 2004-07-26 2006-01-27 Sod Conseils Rech Applic NEW METHOD OF SYNTHESIS OF 2,5 DIOXANE 1,4 DIONES

Also Published As

Publication number Publication date
RO70688A (en) 1982-05-10
NL7500689A (en) 1975-07-23
AR205454A1 (en) 1976-05-07
HU173692B (en) 1979-07-28
CS196258B2 (en) 1980-03-31
CH616417A5 (en) 1980-03-31
JPS50101367A (en) 1975-08-11
AT339902B (en) 1977-11-10
ATA39075A (en) 1977-03-15
IE40657L (en) 1975-07-21
DE2501448A1 (en) 1975-07-24
FR2279745B1 (en) 1978-02-24
IE40657B1 (en) 1979-07-18
DD119259A5 (en) 1976-04-12
ZA7538B (en) 1976-01-28
IT1044114B (en) 1980-03-20
PL101805B1 (en) 1979-02-28
FR2279745A1 (en) 1976-02-20
AU7708575A (en) 1976-07-08
DK15275A (en) 1975-09-15
BE824535A (en) 1975-07-22
PH12680A (en) 1979-07-18
IN141151B (en) 1977-01-22
SE7500594L (en) 1975-07-22
CA1052046A (en) 1979-04-03

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee